Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COC(=O)c1cc(C#N)c(C2CC2)cc1C
InChiKey
JRLPNHGWPOTGJU-UHFFFAOYSA-N
Route Signature
02bdf1748601ac8c9f2d77f9abb80f5038207ab3f22be9e95903f2f26926d334
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_640dfb74ef1a7c7be9ccfa9c",
"signature": "02bdf1748601ac8c9f2d77f9abb80f5038207ab3f22be9e95903f2f26926d334",
"contentHash": "0572dc6ab1ba46385cc68dc1a6c8ad774ee75bd2a66b4c1893b81f4996c82a78",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_6d77fbd86d461bda7424570b",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-04206",
"moleculeId": "sa_38e409e82b2c51cfe1743e7a",
"smiles": "COC(=O)c1cc(C#N)c(C2CC2)cc1C",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_38e409e82b2c51cfe1743e7a",
"inchikey": "JRLPNHGWPOTGJU-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(C#N)c(C2CC2)cc1C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15408",
"routeId": "sa_640dfb74ef1a7c7be9ccfa9c",
"moleculeId": "sa_38e409e82b2c51cfe1743e7a",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_38e409e82b2c51cfe1743e7a",
"inchikey": "JRLPNHGWPOTGJU-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(C#N)c(C2CC2)cc1C"
},
"smiles": "COC(=O)c1cc(C#N)c(C2CC2)cc1C",
"reactionStepId": "sa_0134ec206eeac5c9b39bde8f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08871790B2;1586;1532554\",\"rsmi\":\"I[c:13]1[c:9]([CH:10]2[CH2:11][CH2:12]2)[cH:8][c:6]([CH3:7])[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:16]1.[CH:14]#[N:15]>CN(C)C=O.C#N.[Zn+2].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([CH:10]2[CH2:11][CH2:12]2)[c:13]([C:14]#[N:15])[cH:16]1\"},\"mapped_reaction_smiles\":\"I[c:13]1[c:9]([CH:10]2[CH2:11][CH2:12]2)[cH:8][c:6]([CH3:7])[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:16]1.[CH:14]#[N:15]>CN(C)C=O.C#N.[Zn+2].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([CH:10]2[CH2:11][CH2:12]2)[c:13]([C:14]#[N:15])[cH:16]1\"}",
"reactionStep": {
"id": "sa_0134ec206eeac5c9b39bde8f",
"reactionHash": "5beeb70deb7d636f72c16a877bc980a031b53df571094b163665d6f08284b163"
},
"children": [
{
"id": "15409",
"routeId": "sa_640dfb74ef1a7c7be9ccfa9c",
"moleculeId": "sa_7260c287bd7833890768eb76",
"parentId": "15408",
"isLeaf": false,
"molecule": {
"id": "sa_7260c287bd7833890768eb76",
"inchikey": "AJEOSUOFXOCLAF-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(I)c(C2CC2)cc1C"
},
"smiles": "COC(=O)c1cc(I)c(C2CC2)cc1C",
"reactionStepId": "sa_e58555b3ab4d06e377755c9a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08871790B2;1584;1532553\",\"rsmi\":\"I[I:14].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([CH:10]2[CH2:11][CH2:12]2)[cH:13][cH:15]1>CC(=O)O.CCOC(C)=O.O.O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([CH:10]2[CH2:11][CH2:12]2)[c:13]([I:14])[cH:15]1\"},\"mapped_reaction_smiles\":\"I[I:14].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([CH:10]2[CH2:11][CH2:12]2)[cH:13][cH:15]1>CC(=O)O.CCOC(C)=O.O.O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([CH:10]2[CH2:11][CH2:12]2)[c:13]([I:14])[cH:15]1\"}",
"reactionStep": {
"id": "sa_e58555b3ab4d06e377755c9a",
"reactionHash": "3ab723bd91e654aa571456b4154fd0833394a64a793cbdd8552c41a95b692603"
},
"children": [
{
"id": "15410",
"routeId": "sa_640dfb74ef1a7c7be9ccfa9c",
"moleculeId": "sa_bc6c113460696c6012e3bdf5",
"parentId": "15409",
"isLeaf": true,
"molecule": {
"id": "sa_bc6c113460696c6012e3bdf5",
"inchikey": "PNDPGZBMCMUPRI-UHFFFAOYSA-N",
"smiles": "II"
},
"smiles": "II",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15411",
"routeId": "sa_640dfb74ef1a7c7be9ccfa9c",
"moleculeId": "sa_4abeb58f5e3faaed5983dd30",
"parentId": "15409",
"isLeaf": false,
"molecule": {
"id": "sa_4abeb58f5e3faaed5983dd30",
"inchikey": "ULOSWMDGEIECAT-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(C2CC2)cc1C"
},
"smiles": "COC(=O)c1ccc(C2CC2)cc1C",
"reactionStepId": "sa_afc821bc8c3107cdd5611281",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08871790B2;1582;1532552\",\"rsmi\":\"Br[c:9]1[cH:8][c:6]([CH3:7])[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:14][cH:13]1.OB(O)[CH:10]1[CH2:11][CH2:12]1>CC(=O)O.CC(=O)O.Cc1ccccc1.Cl[Pd]Cl.O.O=C(O)O.[Fe+2].[K+].[K+].[Pd+2]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([CH:10]2[CH2:11][CH2:12]2)[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"Br[c:9]1[cH:8][c:6]([CH3:7])[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:14][cH:13]1.OB(O)[CH:10]1[CH2:11][CH2:12]1>CC(=O)O.CC(=O)O.Cc1ccccc1.Cl[Pd]Cl.O.O=C(O)O.[Fe+2].[K+].[K+].[Pd+2]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([CH:10]2[CH2:11][CH2:12]2)[cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_afc821bc8c3107cdd5611281",
"reactionHash": "ac87d38a624a63929635616f00492f77790d2e7b6cd343fc3436a9124e7b9f55"
},
"children": [
{
"id": "15412",
"routeId": "sa_640dfb74ef1a7c7be9ccfa9c",
"moleculeId": "sa_52447c6f74e51eaec33f6b06",
"parentId": "15411",
"isLeaf": false,
"molecule": {
"id": "sa_52447c6f74e51eaec33f6b06",
"inchikey": "CYEXEOXALMJXDI-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(Br)cc1C"
},
"smiles": "COC(=O)c1ccc(Br)cc1C",
"reactionStepId": "sa_df762b094508361f39d6572f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08871790B2;1626;1532557\",\"rsmi\":\"O[C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([Br:10])[cH:11][cH:12]1.[CH3:1][OH:2]>>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([Br:10])[cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"O[C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([Br:10])[cH:11][cH:12]1.[CH3:1][OH:2]>>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([Br:10])[cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_df762b094508361f39d6572f",
"reactionHash": "5ca3d020fbfca168f0ae3d1fc034e184c3c06eff8c74dc2c91098c4b9b9c57fe"
},
"children": [
{
"id": "15413",
"routeId": "sa_640dfb74ef1a7c7be9ccfa9c",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "15412",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15414",
"routeId": "sa_640dfb74ef1a7c7be9ccfa9c",
"moleculeId": "sa_79aa0b66b1d5bc897ccc3f3f",
"parentId": "15412",
"isLeaf": true,
"molecule": {
"id": "sa_79aa0b66b1d5bc897ccc3f3f",
"inchikey": "RVCJOGNLYVNRDN-UHFFFAOYSA-N",
"smiles": "Cc1cc(Br)ccc1C(=O)O"
},
"smiles": "Cc1cc(Br)ccc1C(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "15415",
"routeId": "sa_640dfb74ef1a7c7be9ccfa9c",
"moleculeId": "sa_853be5f1c97fac6116cffa07",
"parentId": "15411",
"isLeaf": true,
"molecule": {
"id": "sa_853be5f1c97fac6116cffa07",
"inchikey": "WLVKDFJTYKELLQ-UHFFFAOYSA-N",
"smiles": "OB(O)C1CC1"
},
"smiles": "OB(O)C1CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "15416",
"routeId": "sa_640dfb74ef1a7c7be9ccfa9c",
"moleculeId": "sa_5995aff3aeff665a1f3e984d",
"parentId": "15408",
"isLeaf": true,
"molecule": {
"id": "sa_5995aff3aeff665a1f3e984d",
"inchikey": "LELOWRISYMNNSU-UHFFFAOYSA-N",
"smiles": "C#N"
},
"smiles": "C#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}